5-Decen-1-ol, (5E)- supplier | CasNO.56578-18-8

Name
TRANS-5-DECEN-1-OL
EINECS 260-267-6
CAS No. 56578-18-8
Article Data25
CAS DataBase
Density 0.845 g/cm³
Solubility
Melting Point -4.05°C (estimate)
Formula C₁₀H₂₀O
Boiling Point 225.3 °C at 760 mmHg
Molecular Weight 156.268
Flash Point 87.9 °C
Transport Information
Appearance clear colourless liquid
Safety 24/25-37/39-36-26
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 5-Decen-1-ol,(E)-;(E)-5-Decen-1-ol;(E)-5-Decenol;trans-5-Decen-1-ol;
PSA 20.23000
LogP 2.89540

Synthetic route

: 89625-08-1, 89625-10-5, 115693-87-3, 115693-88-4
(5R,6R)-6-(Diphenyl-phosphinoyl)-decane-1,5-diol

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide	96%
	96%

: (5RS,6RS) 6-diphenylphosphinoyldecane-1,5-diol

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 50℃; for 2h;	95.9%

: 68274-97-5
dec-5-yn-1-ol

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
With ammonia; sodium In diethyl ether at -35℃; for 15h;	95%
With lithium aluminium tetrahydride In diethylene glycol dimethyl ether for 14h; Reflux;	94%
With lithium aluminium tetrahydride In diethylene glycol dimethyl ether for 14h; Inert atmosphere; Reflux;	93%

: 68274-97-5
dec-5-yn-1-ol

A: 51652-47-2
(Z)-dec-5-en-1-ol

B: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
With dihydridotetrakis(triphenylphosphine)ruthenium; hydrogen In ethanol at 20℃; for 36h; optical yield given as %de; stereoselective reaction;	A 91% B n/a

: 77441-49-7
10-Tetrahydropyranyloxy-dec-5(E)-ene

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
hydrogenchloride In methanol for 4h;	90%

: 21662-11-3
trans-5-decenal

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; sodium hydroxide In diethyl ether; water for 5h; Solvent; Reagent/catalyst; Cooling with ice;	88%

: 16424-55-8
(E)-dec-5-enoic acid

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether for 2h; Heating;	83%

: 71-41-0
pentan-1-ol

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
With hydrogen bromide; sodium methylate; triphenylphosphine In water	80%

: 64275-65-6
dec-5-yn-1-yl acetate

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethylene glycol dimethyl ether Heating;

: 50-00-0
formaldehyd

: 16695-35-5
(E)-4-nonen-1-yl bromide

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
With magnesium In diethyl ether

: 4221-03-8
5-hydroxypentanal

: 29541-98-8, 55317-64-1
pentylidenetriphenylphosphorane

A: 51652-47-2
(Z)-dec-5-en-1-ol

B: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
With sodium ethanolate In toluene at 25℃; for 2h; Yield given. Yields of byproduct given;
With n-butyllithium In toluene at 25℃; for 2h; Yield given. Yields of byproduct given;

...Expand

: 79837-89-1
(E)-1,5-Decadien

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide 1) THF, room temp., 1 h; Multistep reaction;
With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide 1) 2h, THF; 2) 0 deg C; 3) 50 deg C; Yield given. Multistep reaction;

: 1-(tert-Butyl-diphenyl-silanyloxy)-5-trimethylsilanyl-decan-4-one

A: 51652-47-2
(Z)-dec-5-en-1-ol

B: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given;

: 84168-29-6
Methyl 5(E)-decenoate

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 4h; Heating;

: 139224-13-8
5-Decyn-1-yl tert-butyldimethylsilyl ether

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
With hydrogen fluoride; ammonia; sodium 1) THF, -33 deg C, 10 h, 2) MeCN, r.t., 12 h; Yield given. Multistep reaction;
With ammonia; sodium In tetrahydrofuran for 2h; Heating;

: 152841-73-1
1-(tert-Butyl-dimethyl-silanyloxy)-6-triethylsilanyl-decan-5-ol

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate

: 16695-35-5
(E)-4-nonen-1-yl bromide

paraformaldehyde: paraformaldehyde

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
With magnesium 1.) THF, 30 deg C, 4 h 2.) 0 deg C, 2 h; Yield given. Multistep reaction;

: 4221-03-8
5-hydroxypentanal

: 21406-61-1
pentyltriphenylphosphonium bromide

A: 51652-47-2
(Z)-dec-5-en-1-ol

B: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
Stage #1: pentyltriphenylphosphonium bromide With potassium tert-butylate In toluene Dehydrobromination; Heating; Stage #2: 5-hydroxypentanal In toluene at 25℃; for 2h; Wittig reaction;

...Expand

: 16695-34-4
(E)-4-none-1-ol

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 85 percent / triphenylphosphine bromine / acetonitrile / 1 h / Heating 2: Mg / diethyl ether View Scheme
Multi-step reaction with 3 steps 1: 78 percent / pyridinium chlorochromate / CH2Cl2 / 2 h 2: 54 percent 3: 1) 9-BBN; 2) 6N NaOH, 30percent H2O2 / 1) 2h, THF; 2) 0 deg C; 3) 50 deg C View Scheme
Multi-step reaction with 2 steps 1: 83 percent / bromine, triphenylphosphine / CH2Cl2 / 0 °C / 1.) 0 deg C, 1 h 2.) room temp., 1 h 2: 1.) Mg / 1.) THF, 30 deg C, 4 h 2.) 0 deg C, 2 h View Scheme

: 35329-50-1
(E)-4-nonenoic acid

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 12.6 g / LiAlH4 / diethyl ether / 3 h / Heating 2: 85 percent / triphenylphosphine bromine / acetonitrile / 1 h / Heating 3: Mg / diethyl ether View Scheme

: 35349-81-6
(E)-3-octene-1,1-dicarboxylic acid

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 64 percent / 150 - 160 °C 2: 12.6 g / LiAlH4 / diethyl ether / 3 h / Heating 3: 85 percent / triphenylphosphine bromine / acetonitrile / 1 h / Heating 4: Mg / diethyl ether View Scheme

: 74962-53-1
dimethyl (E)-3-octene-1,1-dicarboxylate

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: KOH / methanol; H2O / Heating 2: 64 percent / 150 - 160 °C 3: 12.6 g / LiAlH4 / diethyl ether / 3 h / Heating 4: 85 percent / triphenylphosphine bromine / acetonitrile / 1 h / Heating 5: Mg / diethyl ether View Scheme

: 74962-48-4
1-chloro-3-iodoheptane

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: dimethyl malonate, Na, methanol / 3 h / Heating 2: KOH / methanol; H2O / Heating 3: 64 percent / 150 - 160 °C 4: 12.6 g / LiAlH4 / diethyl ether / 3 h / Heating 5: 85 percent / triphenylphosphine bromine / acetonitrile / 1 h / Heating 6: Mg / diethyl ether View Scheme
Multi-step reaction with 6 steps 1: 1.) Na, methanol / 1.) reflux, 2.) methanol, reflux, 3 h 2: KOH / methanol; H2O / Heating 3: 64 percent / 150 - 160 °C 4: 12.6 g / LiAlH4 / diethyl ether / 3 h / Heating 5: 85 percent / triphenylphosphine bromine / acetonitrile / 1 h / Heating 6: Mg / diethyl ether View Scheme

: 152841-71-9
2-Triethylsilanyl-hexan-1-ol

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: (COCl)2, Et3N / dimethylsulfoxide; CH2Cl2 2: diethyl ether / -78 °C 3: BF3*OEt2 View Scheme

: 152841-67-3
2-Triethylsilanyl-hexanal

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether / -78 °C 2: BF3*OEt2 View Scheme

: 542-28-9
3,4,5,6-tetrahydro-2H-pyran-2-one

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 86.3 percent / butyllithium / tetrahydrofuran; hexane / 0 °C 2: 67.6 percent / sodium borohydride / ethanol 3: 95.9 percent / sodium hydride / dimethylformamide / 2 h / 50 °C View Scheme
Multi-step reaction with 3 steps 1: 1) BuLi 2: 68 percent / NaBH4 3: 96 percent / NaH / dimethylformamide View Scheme

: 88533-60-2
(n-pentyl)diphenylphosphane oxide

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 86.3 percent / butyllithium / tetrahydrofuran; hexane / 0 °C 2: 67.6 percent / sodium borohydride / ethanol 3: 95.9 percent / sodium hydride / dimethylformamide / 2 h / 50 °C View Scheme
Multi-step reaction with 3 steps 1: 1) BuLi 2: 68 percent / NaBH4 3: 96 percent / NaH / dimethylformamide View Scheme

: 89625-06-9
6-diphenylphosphinoyl-1-hydroxydecan-5-one

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 67.6 percent / sodium borohydride / ethanol 2: 95.9 percent / sodium hydride / dimethylformamide / 2 h / 50 °C View Scheme
Multi-step reaction with 2 steps 1: 68 percent / NaBH4 2: 96 percent View Scheme
Multi-step reaction with 2 steps 1: 68 percent / NaBH4 2: 96 percent / NaH / dimethylformamide View Scheme

: 71309-05-2
E-1,6-undecadiene

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 69 percent / O2 / PdCl2, CuCl / dimethylformamide; H2O / 20 °C 2: NaOBr, NaOH / dioxane; H2O / 4 h / 0 °C 3: 83 percent / LiAlH4 / diethyl ether / 2 h / Heating View Scheme

: 96288-50-5
2-keto-E-6-undecene

: 56578-18-8
(E)-5-decen-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOBr, NaOH / dioxane; H2O / 4 h / 0 °C 2: 83 percent / LiAlH4 / diethyl ether / 2 h / Heating View Scheme

: 56578-18-8
(E)-5-decen-1-ol

: 124-63-0
methanesulfonyl chloride

: (5E)-dec-5-en-1-yl methanesulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	100%
With triethylamine In tetrahydrofuran

: 56578-18-8
(E)-5-decen-1-ol

: 108-24-7
acetic anhydride

: 38421-90-8
(E)-5-decen-1-yl acetate

Conditions

Conditions	Yield
With dmap at 100℃; for 2h;	98%
With pyridine for 24h; Ambient temperature;	96%
With triethylamine In dichloromethane for 5h; Solvent; Cooling with ice;	89%
With triethylamine In dichloromethane at 0 - 20℃; for 8h; Inert atmosphere; Schlenk technique;	85%
In pyridine at 25℃; for 24h;

: 56578-18-8
(E)-5-decen-1-ol

: 21662-11-3
trans-5-decenal

Conditions

Conditions	Yield
With Dess-Martin periodane In dichloromethane at 20℃; for 5.5h; Reflux;	97%
With Dess-Martin periodane In dichloromethane at 20℃; for 6h; Schlenk technique; Inert atmosphere;	85%
With pyridinium chlorochromate In dichloromethane for 2h;

: 56578-18-8
(E)-5-decen-1-ol

: 112-30-1
1-Decanol

Conditions

Conditions	Yield
With hydrogen; TMSB; palladium In ethanol at 20℃; under 760 Torr; for 20h;	95%

: 56578-18-8
(E)-5-decen-1-ol

: 544-63-8
n-tetradecanoic acid

: (E)-dec-5-en-1-yl tetradecanoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Sealed tube; regioselective reaction;	94%

: 127-66-2
2-Phenyl-3-butyn-2-ol

: 56578-18-8
(E)-5-decen-1-ol

: (E)-(2-(dec-5-en-1-yloxy)but-3-yn-2-yl)benzene

Conditions

Conditions	Yield
With ferrocenium hexafluorophosphate In dichloromethane at 40℃; for 72h; Sealed tube;	90%

: 56578-18-8
(E)-5-decen-1-ol

: 64420-86-6
O-p-toluenesulfonyl benzyloxyhydroxamate

: benzyl (E)-dec-5-en-1-yl(tosyloxy)carbamate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 18h; Mitsunobu Displacement; Inert atmosphere;	89%

: 56578-18-8
(E)-5-decen-1-ol

: 828-51-3
1-Adamantanecarboxylic acid

: (E)-dec-5-en-1-yl adamantane-1-carboxylate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Sealed tube; regioselective reaction;	87%

: 56578-18-8
(E)-5-decen-1-ol

: 98-88-4
benzoyl chloride

: (E)-dec-5-en-1-yl benzoate

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane at 20℃; for 14h; Inert atmosphere;	86%

: 56578-18-8
(E)-5-decen-1-ol

: 67-68-5
dimethyl sulfoxide

: (2R*,1'S*)-2-(1'-methylthiopentyl)tetrahydropyran

Conditions

Conditions	Yield
Stage #1: dimethyl sulfoxide With oxalyl dichloride In acetonitrile at -5℃; Stage #2: (E)-5-decen-1-ol In acetonitrile at -5℃; Reflux;	80%

: 56578-18-8
(E)-5-decen-1-ol

: 100-52-7
benzaldehyde

: 155886-13-8
1-Phenyl-2-vinyl-nonan-1-ol

Conditions

Conditions	Yield
Stage #1: (E)-5-decen-1-ol With n-butyllithium; zirconocene dichloride In diethyl ether; hexane at -50 - 34℃; Stage #2: benzaldehyde In diethyl ether; hexane	73%

: 56578-18-8
(E)-5-decen-1-ol

: rac-(R)-2-((S)-1-iodopentyl)tetrahydro-2H-pyran

Conditions

Conditions	Yield
Stage #1: (E)-5-decen-1-ol With Triphenylphosphine selenide; C62H69O4P In chloroform; cyclohexane at -35℃; for 0.333333h; Schlenk technique; Inert atmosphere; Stage #2: With 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione In chloroform; cyclohexane at -35℃; for 20h; Schlenk technique; Inert atmosphere;	70%
With N-iodo-succinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In toluene at 20℃; for 6h; Inert atmosphere; diastereoselective reaction;	67%

: 56578-18-8
(E)-5-decen-1-ol

: 105838-14-0
tert-butyl N-tosyloxycarbamate

: tert-butyl (E)-dec-5-en-1-yl(tosyloxy)carbamate

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 16h; Mitsunobu Displacement; Inert atmosphere;	67%

: 56578-18-8
(E)-5-decen-1-ol

: rac-3-chloro-1-decene

Conditions

Conditions	Yield
Stage #1: (E)-5-decen-1-ol With n-butyllithium; zirconocene dichloride In diethyl ether; hexane at -50 - 34℃; Stage #2: With N-chloro-succinimide In diethyl ether; hexane	65%

: 994-30-9
triethylsilyl chloride

: 56578-18-8
(E)-5-decen-1-ol

: C16H34OSi

Conditions

Conditions	Yield
Stage #1: (E)-5-decen-1-ol With 1H-imidazole; dmap In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: triethylsilyl chloride In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;	56%

: 56578-18-8
(E)-5-decen-1-ol

: 91962-51-5
1-phenyl-1-(cyclopropyl)prop-2-yne-1-ol

: C22H30O

Conditions

Conditions	Yield
With ferrocenium hexafluorophosphate In dichloromethane at 45℃; for 2h; Sealed tube;	50%

: 56578-18-8
(E)-5-decen-1-ol

: 91909-16-9
1-cyclobutyl-1-hydroxy-1-phenyl-2-propyne

: (E)-(1-cyclobutyl-1-(hex-3-en-1-yloxy)prop-2-yn-1-yl)benzene

Conditions

Conditions	Yield
With ferroceniumboronic acid hexafluoroantimonate salt In dichloromethane at 45℃; Sealed tube;	42%

: 56578-18-8
(E)-5-decen-1-ol

: 64275-66-7
(E)-5-Decenylbromid

Conditions

Conditions	Yield
With pyridine; phosphorus tribromide
Multi-step reaction with 2 steps 1: Et3N / tetrahydrofuran 2: LiBr / acetone View Scheme

5-Decen-1-ol, (5E)- Specification

The CAS register number of 5-Decen-1-ol, (5E)- is 56578-18-8. It also can be called as decan-5-en-1-ol and the IUPAC name about this chemical is (E)-dec-5-en-1-ol. The molecular formula about this chemical is C₁₀H₂₀O and the molecular weight is 156.27.

Physical properties about 5-Decen-1-ol, (5E)- are: (1)ACD/LogP: 3.61; (2)ACD/LogD (pH 5.5): 3.61; (3)ACD/LogD (pH 7.4): 3.61; (4)ACD/BCF (pH 5.5): 328.45; (5)ACD/BCF (pH 7.4): 328.45; (6)ACD/KOC (pH 5.5): 2202.41; (7)ACD/KOC (pH 7.4): 2202.41; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 8; (11)Polar Surface Area: 9.23Å²; (12)Index of Refraction: 1.453; (13)Molar Refractivity: 49.97 cm³; (14)Molar Volume: 184.7 cm³; (15)Polarizability: 19.8x10^-24cm³; (16)Surface Tension: 30.4 dyne/cm; (17)Enthalpy of Vaporization: 53.7 kJ/mol; (18)Boiling Point: 225.3 °C at 760 mmHg; (19)Vapour Pressure: 0.0173 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. If you want to use this chemical, please avoid contact with skin and eyes. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: OCCCC/C=C/CCCC
(2)InChI: InChI=1/C10H20O/c1-2-3-4-5-6-7-8-9-10-11/h5-6,11H,2-4,7-10H2,1H3/b6-5+
(3)InChIKey: WYPQHXVMNVEVEB-AATRIKPKBT
(4)Std. InChI: InChI=1S/C10H20O/c1-2-3-4-5-6-7-8-9-10-11/h5-6,11H,2-4,7-10H2,1H3/b6-5+
(5)Std. InChIKey: WYPQHXVMNVEVEB-AATRIKPKSA-N

Product Name

TRANS-5-DECEN-1-OL

Synthetic route

5-Decen-1-ol, (5E)- Specification

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